Multi-step reaction with 10 steps
1.1: pyridine / 3 h / 60 °C
2.1: iron(III) chloride hexahydrate / dichloromethane / 1.5 h / 20 °C
3.1: L-proline; Nitrosobenzene / chloroform / 26 h / 4 - 20 °C
4.1: silver nitrate / N,N-dimethyl-formamide / 30 h / 20 °C / Inert atmosphere
5.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / 0 - 20 °C
5.2: 4 h / -78 - 20 °C
6.1: diisobutylaluminium hydride / dichloromethane; toluene / 1.5 h / -78 - -40 °C / Inert atmosphere
7.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / Inert atmosphere
8.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C / Inert atmosphere
8.2: 0.75 h / -78 - 0 °C
9.1: Martins sulfurane / tetrachloromethane / 6 h / 20 °C / Inert atmosphere
9.2: 19 h / 20 °C / Inert atmosphere
10.1: copper(l) iodide; bis(acetato)bis(triphenylphosphine)palladium(0); diethylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere
With
pyridine; copper(l) iodide; n-butyllithium; bis(acetato)bis(triphenylphosphine)palladium(0); Martins sulfurane; iron(III) chloride hexahydrate; diisobutylaluminium hydride; Dess-Martin periodane; silver nitrate; diethylamine; Nitrosobenzene; L-proline;
In
tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;
5.2: |Wittig Olefination;